Hi! We are Jonathan & Andrea Oates. Married for 22 years with three kids, we are an airline pilot family who always dreamed of owning beautiful real estate we admire from overhead every day. Now, we’re finally living that dream of owning and making those beautiful landscapes in wonderful places available to you at a great price.

Why Tailwind Terrain? A tailwind is a pilot’s best friend. Especially on the way home. It is that extra speed you get like a giant hand pushing you along faster than before. Terrain being the raw land that we have found for you to call home. We want to be your tailwind, and get you to home sweet home a little faster and easier!